366 PROCEEDINGS OP THE AMERICAN ACADEMY 



Furfur acrylamide, C-H.0 2 . NH 2 . — Concentrated aqueous amnionic 

 hydrate acted but slowly upon methyl furfuracrylate in the cold, but 

 at 100° in sealed tube the decomposition was readily effected. The 

 amide was sparingly soluble in cold water, more readily in hot water, 

 and crystallized in pearly scales which melted at 168-1G9 . 



I. 0.4076 ffrm. substance gave 35.5 c.c. moist nitrogen at 21°. 4 and 

 under a pressure of 766 mm. 

 II. 0.4590 grm. substance gave 41.9 c.c. moist nitrogen at 21°. 7 

 and under a pressure of 767 mm. 



Calculated for Found. 



C 7 II 7 X0,. I. II. 



N 10.22 9.98 10.45 



Action of Bromine. 



It had already been observed by v. Baeyer that furfuracrylic acid was 

 readily attacked by aqueous bromine, but he had made no careful study 

 of the products formed. Since the product formed in this way was un- 

 inviting, and the reaction undoubtedly complicated, it seemed advisable 

 to study instead the action of dry bromine, which might yield well char- 

 acterized addition products. We soon found, however, that with dry 

 bromine even in the cold substitution was readily effected, so that the 

 simplest well defined product contained three atoms of bromine. Sub- 

 sequent study showed that this product was a saturated compound iu 

 which one atom of bromine had taken its place in the furfuran ring. 



Bromfurfurdibrompropionic Acid, C 7 H.Br 3 3 . — If furfuracrylic 

 acid is suspended in ten times its weight of carbonic disulphide and two 

 molecules of dry bromine added, a clear deep red solution is at once 

 obtained, from which hydrobromic acid is soon evolved in quantity. 

 Although the reaction progresses steadily at ordinary temperatures, it 

 may be greatly hastened by heat, and we usually have heated the 

 mixture upon the water bath soon after the addition of the bromine. 

 When the evolution of the hydrobromic acid slackens, and a crystalline 

 substance has separated in quantity, the solution is well cooled, filtered, 

 and the crystalline solid well washed with cold carbonic disulphide. 

 The substance then gives on analysis percentages which closely agree 

 with those required by the formula C 7 H 5 Br 3 3 ; but it may still further 

 be recrystallized from hot benzol or carbonic disulphide. 



I. 0.2080 grm. substance gave 0.3117 grm. AgBr. 

 II. 0.3798 grm. of substance recrystallized from carbonic disulphide 

 gave 0.3099 grm. C0 2 and 0.0502 grm. H 2 0. 



